Search Resorts in Winter Park

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec
In one month
26 Dec - 28 Dec
In two months
23 Jan - 25 Jan

Resorts in Winter Park

Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers
Universal's Stella Nova Resort

Universal's Stella Nova Resort

3.0 star property
Orlando
9.2 out of 10, Wonderful, (318)
"Great hotel"
United States
Rodrigo
The price is SAR 559
SAR 629 total
includes taxes & fees
9 Dec - 10 Dec
Universal's Stella Nova Resort
Exterior
DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

4.0 star property
International Drive District
7.4 out of 10, Good, (6327)
"Loved the stay would come back again."
United States
Jules
The price is SAR 260
SAR 398 total
includes taxes & fees
14 Dec - 15 Dec
DoubleTree by Hilton Hotel Orlando at SeaWorld
Exterior
Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek

4.0 star property
Orlando
8.8 out of 10, Excellent, (2845)
"Great hotel"
United States
Hai
The price is SAR 486
SAR 715 total
includes taxes & fees
14 Dec - 15 Dec
Wyndham Grand Orlando Resort Bonnet Creek
Outdoor pool, open 6:00 AM to midnight, pool umbrellas, sun loungers
Rosen Centre Hotel

Rosen Centre Hotel

4.0 star property
International Drive District
9.0 out of 10, Wonderful, (4123)
"Great stay"
United States
Richard
The price is SAR 349
SAR 396 total
includes taxes & fees
23 Dec - 24 Dec
Rosen Centre Hotel
Lobby
Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

3.5 star property
Orlando
8.4 out of 10, Very Good, (3552)
"Great place to stay "
United States
Nathaniel
The price is SAR 207
SAR 360 total
includes taxes & fees
2 Dec - 3 Dec
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
2 outdoor pools, cabanas (surcharge), sun loungers
Wyndham Garden Lake Buena Vista – Disney Springs® Area

Wyndham Garden Lake Buena Vista – Disney Springs® Area

3.5 star property
Lake Buena Vista
8.2 out of 10, Very Good, (3889)
"Great hotel, always my go to when staying in the Disney Springs area! "
United States
Erin
The price is SAR 276
SAR 462 total
includes taxes & fees
15 Dec - 16 Dec
Wyndham Garden Lake Buena Vista – Disney Springs® Area
3 outdoor pools, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers
Hilton Grand Vacations Club SeaWorld® Orlando

Hilton Grand Vacations Club SeaWorld® Orlando

4.0 star property
Orlando
9.0 out of 10, Wonderful, (1968)
"Great place to visit with family friendly staff lots great amenities "
United States
Kymberlee
The price is SAR 379
SAR 575 total
includes taxes & fees
8 Dec - 9 Dec
Hilton Grand Vacations Club SeaWorld® Orlando
Outdoor pool, cabanas (surcharge), pool umbrellas
Signia by Hilton Orlando - An Official Walt Disney World® Hotel

Signia by Hilton Orlando - An Official Walt Disney World® Hotel

4.0 star property
Orlando
8.8 out of 10, Excellent, (1007)
"My favorite hotel any time we go to Orlando "
United States
kerin
The price is SAR 581
SAR 865 total
includes taxes & fees
14 Dec - 15 Dec
Signia by Hilton Orlando - An Official Walt Disney World® Hotel
Interior entrance
Disney's Port Orleans Resort French Quarter

Disney's Port Orleans Resort French Quarter

3.5 star property
Lake Buena Vista
8.8 out of 10, Excellent, (1001)
"The resort was very nice, clean, had boat and bus shuttles to the Disney parks and attractions. The pool was quite large and plenty of areas for both kids and adults."
United States
Mark
Disney's Port Orleans Resort French Quarter
2 outdoor pools, sun loungers
Hilton Orlando Lake Buena Vista - Disney Springs® Area

Hilton Orlando Lake Buena Vista - Disney Springs® Area

4.0 star property
Lake Buena Vista
8.6 out of 10, Excellent, (1443)
"Awesome place to stay"
United States
Gabriel
The price is SAR 507
SAR 735 total
includes taxes & fees
14 Dec - 15 Dec
Hilton Orlando Lake Buena Vista - Disney Springs® Area
2 outdoor pools, a heated pool, cabanas (surcharge), pool umbrellas
Hilton Orlando Buena Vista Palace - Disney Springs® Area

Hilton Orlando Buena Vista Palace - Disney Springs® Area

4.0 star property
Lake Buena Vista
8.4 out of 10, Very Good, (1653)
"Awesome property and great location "
United States
ciomara
The price is SAR 581
SAR 819 total
includes taxes & fees
15 Dec - 16 Dec
Hilton Orlando Buena Vista Palace - Disney Springs® Area
Dining
SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2769

SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2769

Kissimmee
10.0 out of 10, Exceptional, (15)
"We extremely enjoyed our stay! Nice, quite, and perfect for our small family"
United States
David
The price is SAR 301
SAR 807 total
includes taxes & fees
1 Dec - 2 Dec
SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2769
Outdoor pool, a heated pool
SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2763

SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2763

Kissimmee
9.6 out of 10, Exceptional, (7)
"Great location, very good property! Cleaning the floors could use a bit more attention to detail but overall we had a nice stay."
United States
Mark S.
The price is SAR 267
SAR 765 total
includes taxes & fees
1 Dec - 2 Dec
SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2763
Lobby
Embassy Suites by Hilton Orlando Lake Buena Vista Resort

Embassy Suites by Hilton Orlando Lake Buena Vista Resort

4.0 star property
Orlando
7.8 out of 10, Good, (1158)
"great rooms great staff very friendly and very happy and treat guests very well"
United States
Kelly
The price is SAR 387
SAR 541 total
includes taxes & fees
9 Dec - 10 Dec
Embassy Suites by Hilton Orlando Lake Buena Vista Resort
Outdoor pool, pool umbrellas, sun loungers
Hilton Grand Vacations Club Las Palmeras Orlando

Hilton Grand Vacations Club Las Palmeras Orlando

4.0 star property
Orlando
9.0 out of 10, Wonderful, (1004)
"Great hotel"
United States
Charlotte
The price is SAR 539
SAR 712 total
includes taxes & fees
9 Dec - 10 Dec
Hilton Grand Vacations Club Las Palmeras Orlando
Outdoor pool, a heated pool
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377

SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377

Kissimmee
The price is SAR 267
SAR 761 total
includes taxes & fees
1 Dec - 2 Dec
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377
2 outdoor pools, sun loungers
Hilton Grand Vacations Club Tuscany Village Orlando

Hilton Grand Vacations Club Tuscany Village Orlando

4.0 star property
International Drive District
9.0 out of 10, Wonderful, (1740)
"Wife and I love it here. This is our go-to hotel. Great staff, clean rooms, and close proximity to the outlets."
United States
Philip
The price is SAR 397
SAR 573 total
includes taxes & fees
8 Dec - 9 Dec
Hilton Grand Vacations Club Tuscany Village Orlando
Exterior
Disney's BoardWalk Inn

Disney's BoardWalk Inn

3.0 star property
Bay Lake
9.2 out of 10, Wonderful, (468)
"One of the best Deluxe resorts in WDW!"
United States
Jennifer
Disney's BoardWalk Inn
6 outdoor pools
Disney's Caribbean Beach Resort

Disney's Caribbean Beach Resort

3.0 star property
Bay Lake
8.0 out of 10, Very Good, (1001)
"Convenient with the skyliner; clean; friendly staff"
United States
Amy Jeanne
Disney's Caribbean Beach Resort
Exterior
Hilton Orlando

Hilton Orlando

4.0 star property
International Drive District
8.4 out of 10, Very Good, (1009)
"Excellent location and friendly staff. Walk to convention center. Clean rooms and great amenities."
United States
Marc
The price is SAR 612
SAR 866 total
includes taxes & fees
14 Dec - 15 Dec
Hilton Orlando
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

White Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Park Hotel Reviews

CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

10/10 Excellent
"Rooms were clean staff was friendly "
Robert 4-night trip
Posted 1 day ago
CoCo Key Hotel and Water Resort 

Frequently asked questions

What can I expect from a resort vacation in Winter Park?
Longing for a relaxing getaway? Indulge in all the comforts of a resort, where you can find everything you need for your vacation from tasty dining options to activities and shopping. One of the 1662 comfortable resorts in the area might be just what you're looking for, whether you're hoping for great restaurants on site, shopping possibilities, or activities for the kids.
What's the best resort for my stay in Winter Park?
Our top-rated resorts around Winter Park: DoubleTree by Hilton Hotel Orlando at SeaWorld - Family-friendly resort, 10-minute walk from Aquatica. 14.6 mi (23.4 km) from Winter Park. Features 2 outdoor pools, 2 restaurants, and 3 bars. Popular for its pool. Holiday Inn Resort Orlando - Lake Buena Vista by IHG - Family-friendly resort. 18.6 mi (30 km) from Winter Park. Has 2 hot tubs, a fitness center, and a snack bar/deli. Popular for its pool. Hilton Orlando Lake Buena Vista - Disney Springs® Area - Family-friendly resort. 18.9 mi (30.3 km) from Winter Park. Highly rated for its great location. Enjoy the 2 outdoor pools, 6 restaurants, and 2 bars. Wyndham Grand Orlando Resort Bonnet Creek - Family-friendly resort. 20.6 mi (33.1 km) from Winter Park. Amenities include 5 outdoor pools, 4 restaurants, and a lazy river. Guests love the pool. Waldorf Astoria Orlando - An Official Walt Disney World® Hotel - Luxury resort. 20.7 mi (33.4 km) from Winter Park. Access to 2 outdoor pools, 12 restaurants, and 4 bars.
What can I do in Winter Park?
Travelers enjoy the shopping and other activities in Winter Park, and also have good things to say about the dining options here. Check out the interesting exhibits at Casa Feliz Historic Home Museum and Morse Museum of American Art, or grab your golf clubs for a game at Winter Park Country Club or Winter Pines Golf Club. Other top attractions in the area include Universal Studios Florida and Universal Orlando Resort.
What's the seasonal weather like in Winter Park?
The hottest months are usually July and August with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Park are August, September, July, and June, with each month seeing an average of 7 inches of rainfall.
What's the best way to get to and around Winter Park?
Fly into Orlando Intl. Airport (MCO), which is located 11.8 mi (19 km) from the city center. Otherwise, look for flights into Orlando Sanford Intl. Airport (SFB), which is 13.4 mi (21.6 km) away. To venture out into the surrounding area, hop aboard a train at Winter Park Station.

Explore a world of travel with Expedia